data_OM3 # _chem_comp.id OM3 _chem_comp.name "(R)-(4-CARBOXY-1,3-BENZODIOXOL-5-YL)METHYL-[[2-(CYCLOHEXYLMETHYLCARBAMOYL)PHENYL]METHYL]-METHYL-AZANIUM" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H31 N2 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2011-07-01 _chem_comp.pdbx_modified_date 2023-09-23 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 439.524 _chem_comp.one_letter_code ? _chem_comp.three_letter_code OM3 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 3ZSY _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal OM3 C1 C1 C 0 1 Y N N -36.180 33.376 -18.536 2.355 -4.330 -1.517 C1 OM3 1 OM3 C2 C2 C 0 1 Y N N -36.518 34.533 -17.885 1.301 -5.113 -1.080 C2 OM3 2 OM3 C3 C3 C 0 1 Y N N -36.084 32.208 -17.804 2.489 -3.034 -1.065 C3 OM3 3 OM3 C4 C4 C 0 1 Y N N -36.754 34.496 -16.525 0.375 -4.602 -0.188 C4 OM3 4 OM3 C5 C5 C 0 1 Y N N -33.622 32.780 -11.118 -4.616 -0.745 0.469 C5 OM3 5 OM3 C6 C6 C 0 1 Y N N -32.683 33.151 -10.168 -5.478 0.104 -0.204 C6 OM3 6 OM3 C7 C7 C 0 1 Y N N -36.315 32.163 -16.444 1.559 -2.512 -0.165 C7 OM3 7 OM3 C8 C8 C 0 1 Y N N -32.757 34.386 -12.712 -2.879 0.911 0.343 C8 OM3 8 OM3 C9 C9 C 0 1 Y N N -36.662 33.333 -15.795 0.498 -3.307 0.272 C9 OM3 9 OM3 C10 C10 C 0 1 Y N N -33.665 33.379 -12.369 -3.325 -0.352 0.744 C10 OM3 10 OM3 C11 C11 C 0 1 Y N N -31.805 34.147 -10.518 -5.053 1.358 -0.608 C11 OM3 11 OM3 C12 C12 C 0 1 Y N N -31.841 34.739 -11.742 -3.750 1.770 -0.337 C12 OM3 12 OM3 C13 C13 C 0 1 N N N -36.190 30.865 -15.715 1.697 -1.124 0.324 C13 OM3 13 OM3 C14 C14 C 0 1 N N N -32.723 35.059 -14.051 -1.498 1.337 0.637 C14 OM3 14 OM3 C15 C15 C 0 1 N N N -31.645 28.869 -12.706 6.663 3.048 0.020 C15 OM3 15 OM3 C16 C16 C 0 1 N N N -31.656 27.750 -13.720 5.407 3.775 -0.467 C16 OM3 16 OM3 C17 C17 C 0 1 N N N -33.050 28.942 -12.159 6.589 1.575 -0.388 C17 OM3 17 OM3 C18 C18 C 0 1 N N N -32.604 28.085 -14.858 4.170 3.132 0.163 C18 OM3 18 OM3 C19 C19 C 0 1 N N N -33.957 29.444 -13.262 5.352 0.932 0.242 C19 OM3 19 OM3 C20 C20 C 0 1 N N N -30.249 35.631 -10.573 -4.905 3.542 -1.046 C20 OM3 20 OM3 C21 C21 C 0 1 N N N -33.995 28.433 -14.379 4.096 1.659 -0.244 C21 OM3 21 OM3 C22 C22 C 0 1 N N N -36.453 34.338 -12.200 -2.254 -2.760 -0.407 C22 OM3 22 OM3 C23 C23 C 0 1 N N N -36.944 33.391 -14.330 -0.512 -2.752 1.243 C23 OM3 23 OM3 C24 C24 C 0 1 N N N -34.727 32.886 -13.308 -2.394 -1.283 1.478 C24 OM3 24 OM3 C25 C25 C 0 1 N N N -34.949 28.795 -15.508 2.859 1.017 0.386 C25 OM3 25 OM3 N26 N26 N 0 1 N N N -35.003 30.197 -15.846 2.722 -0.359 -0.099 N26 OM3 26 OM3 N27 N27 N 1 1 N N N -35.835 33.896 -13.479 -1.482 -1.919 0.518 N27 OM3 27 OM3 O28 O28 O 0 1 N N N -31.610 35.511 -14.460 -1.198 1.872 1.837 O28 OM3 28 OM3 O29 O29 O 0 1 N N N -37.077 30.436 -14.998 0.885 -0.672 1.108 O29 OM3 29 OM3 O30 O30 O 0 1 N N N -33.768 35.102 -14.738 -0.631 1.206 -0.204 O30 OM3 30 OM3 O31 O31 O 0 1 N N N -30.830 34.649 -9.713 -5.697 2.361 -1.273 O31 OM3 31 OM3 O32 O32 O 0 1 N N N -30.881 35.705 -11.856 -3.578 3.028 -0.831 O32 OM3 32 OM3 H1 H1 H 0 1 N N N -35.992 33.377 -19.600 3.077 -4.736 -2.210 H1 OM3 33 OM3 H2 H2 H 0 1 N N N -36.599 35.463 -18.429 1.201 -6.127 -1.437 H2 OM3 34 OM3 H3 H3 H 0 1 N N N -35.818 31.295 -18.316 3.313 -2.424 -1.407 H3 OM3 35 OM3 H4 H4 H 0 1 N N N -37.020 35.411 -16.017 -0.445 -5.218 0.148 H4 OM3 36 OM3 H5 H5 H 0 1 N N N -34.337 32.007 -10.879 -4.959 -1.720 0.784 H5 OM3 37 OM3 H6 H6 H 0 1 N N N -32.644 32.679 -9.198 -6.489 -0.214 -0.416 H6 OM3 38 OM3 H231 H231 H 0 0 N N N -37.812 34.049 -14.179 -1.033 -3.573 1.734 H231 OM3 39 OM3 H232 H232 H 0 0 N N N -37.192 32.374 -13.993 -0.001 -2.146 1.992 H232 OM3 40 OM3 H241 H241 H 0 0 N N N -34.271 32.688 -14.289 -1.815 -0.716 2.208 H241 OM3 41 OM3 H242 H242 H 0 0 N N N -35.153 31.955 -12.907 -2.975 -2.049 1.990 H242 OM3 42 OM3 H26 H26 H 0 1 N N N -34.186 30.673 -16.171 3.370 -0.719 -0.724 H26 OM3 43 OM3 H28 H28 H 0 1 N N N -31.714 35.867 -15.335 -0.280 2.135 1.982 H28 OM3 44 OM3 H151 H151 H 0 0 N N N -30.931 28.648 -11.899 7.544 3.505 -0.429 H151 OM3 45 OM3 H152 H152 H 0 0 N N N -31.371 29.819 -13.187 6.728 3.122 1.105 H152 OM3 46 OM3 H161 H161 H 0 0 N N N -30.641 27.613 -14.121 5.460 4.824 -0.176 H161 OM3 47 OM3 H162 H162 H 0 0 N N N -31.987 26.821 -13.233 5.342 3.701 -1.552 H162 OM3 48 OM3 H171 H171 H 0 0 N N N -33.376 27.943 -11.833 6.524 1.501 -1.473 H171 OM3 49 OM3 H172 H172 H 0 0 N N N -33.082 29.635 -11.305 7.484 1.057 -0.041 H172 OM3 50 OM3 H181 H181 H 0 0 N N N -32.198 28.944 -15.412 4.235 3.206 1.249 H181 OM3 51 OM3 H182 H182 H 0 0 N N N -32.670 27.215 -15.528 3.276 3.650 -0.183 H182 OM3 52 OM3 H191 H191 H 0 0 N N N -34.972 29.590 -12.864 5.299 -0.117 -0.048 H191 OM3 53 OM3 H192 H192 H 0 0 N N N -33.573 30.401 -13.646 5.417 1.006 1.328 H192 OM3 54 OM3 H21 H21 H 0 1 N N N -34.397 27.511 -13.935 4.031 1.586 -1.330 H21 OM3 55 OM3 H201 H201 H 0 0 N N N -30.331 36.614 -10.086 -4.927 4.192 -1.921 H201 OM3 56 OM3 H202 H202 H 0 0 N N N -29.188 35.382 -10.720 -5.257 4.075 -0.163 H202 OM3 57 OM3 H251 H251 H 0 0 N N N -34.638 28.241 -16.406 2.965 1.011 1.471 H251 OM3 58 OM3 H252 H252 H 0 0 N N N -35.960 28.478 -15.213 1.973 1.589 0.111 H252 OM3 59 OM3 H221 H221 H 0 0 N N N -35.672 34.723 -11.529 -2.975 -2.143 -0.943 H221 OM3 60 OM3 H222 H222 H 0 0 N N N -37.187 35.132 -12.403 -1.577 -3.230 -1.120 H222 OM3 61 OM3 H223 H223 H 0 0 N N N -36.958 33.485 -11.723 -2.781 -3.530 0.156 H223 OM3 62 OM3 H227 H227 H 0 0 N N N -35.445 34.701 -13.927 -0.992 -1.208 -0.003 H227 OM3 63 # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal OM3 C1 C2 SING Y N 1 OM3 C1 C3 DOUB Y N 2 OM3 C2 C4 DOUB Y N 3 OM3 C3 C7 SING Y N 4 OM3 C4 C9 SING Y N 5 OM3 C5 C6 SING Y N 6 OM3 C5 C10 DOUB Y N 7 OM3 C6 C11 DOUB Y N 8 OM3 C7 C9 DOUB Y N 9 OM3 C7 C13 SING N N 10 OM3 C8 C10 SING Y N 11 OM3 C8 C12 DOUB Y N 12 OM3 C8 C14 SING N N 13 OM3 C9 C23 SING N N 14 OM3 C10 C24 SING N N 15 OM3 C11 C12 SING Y N 16 OM3 C11 O31 SING N N 17 OM3 C12 O32 SING N N 18 OM3 C13 N26 SING N N 19 OM3 C13 O29 DOUB N N 20 OM3 C14 O28 SING N N 21 OM3 C14 O30 DOUB N N 22 OM3 C15 C16 SING N N 23 OM3 C15 C17 SING N N 24 OM3 C16 C18 SING N N 25 OM3 C17 C19 SING N N 26 OM3 C18 C21 SING N N 27 OM3 C19 C21 SING N N 28 OM3 C20 O31 SING N N 29 OM3 C20 O32 SING N N 30 OM3 C21 C25 SING N N 31 OM3 C22 N27 SING N N 32 OM3 C23 N27 SING N N 33 OM3 C24 N27 SING N N 34 OM3 C25 N26 SING N N 35 OM3 C1 H1 SING N N 36 OM3 C2 H2 SING N N 37 OM3 C3 H3 SING N N 38 OM3 C4 H4 SING N N 39 OM3 C5 H5 SING N N 40 OM3 C6 H6 SING N N 41 OM3 C23 H231 SING N N 42 OM3 C23 H232 SING N N 43 OM3 C24 H241 SING N N 44 OM3 C24 H242 SING N N 45 OM3 N26 H26 SING N N 46 OM3 O28 H28 SING N N 47 OM3 C15 H151 SING N N 48 OM3 C15 H152 SING N N 49 OM3 C16 H161 SING N N 50 OM3 C16 H162 SING N N 51 OM3 C17 H171 SING N N 52 OM3 C17 H172 SING N N 53 OM3 C18 H181 SING N N 54 OM3 C18 H182 SING N N 55 OM3 C19 H191 SING N N 56 OM3 C19 H192 SING N N 57 OM3 C21 H21 SING N N 58 OM3 C20 H201 SING N N 59 OM3 C20 H202 SING N N 60 OM3 C25 H251 SING N N 61 OM3 C25 H252 SING N N 62 OM3 C22 H221 SING N N 63 OM3 C22 H222 SING N N 64 OM3 C22 H223 SING N N 65 OM3 N27 H227 SING N N 66 # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor OM3 InChI InChI 1.06 "InChI=1S/C25H30N2O5/c1-27(15-19-11-12-21-23(32-16-31-21)22(19)25(29)30)14-18-9-5-6-10-20(18)24(28)26-13-17-7-3-2-4-8-17/h5-6,9-12,17H,2-4,7-8,13-16H2,1H3,(H,26,28)(H,29,30)/p+1" OM3 InChIKey InChI 1.06 STKSSLWZOAVRQS-UHFFFAOYSA-O OM3 SMILES_CANONICAL CACTVS 3.385 "C[NH+](Cc1ccccc1C(=O)NCC2CCCCC2)Cc3ccc4OCOc4c3C(O)=O" OM3 SMILES CACTVS 3.385 "C[NH+](Cc1ccccc1C(=O)NCC2CCCCC2)Cc3ccc4OCOc4c3C(O)=O" OM3 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[NH+](Cc1ccccc1C(=O)NCC2CCCCC2)Cc3ccc4c(c3C(=O)O)OCO4" OM3 SMILES "OpenEye OEToolkits" 2.0.7 "C[NH+](Cc1ccccc1C(=O)NCC2CCCCC2)Cc3ccc4c(c3C(=O)O)OCO4" # _pdbx_chem_comp_identifier.comp_id OM3 _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.7 _pdbx_chem_comp_identifier.identifier "(4-carboxy-1,3-benzodioxol-5-yl)methyl-[[2-(cyclohexylmethylcarbamoyl)phenyl]methyl]-methyl-azanium" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site OM3 "Create component" 2011-07-01 EBI OM3 "Other modification" 2011-07-01 EBI OM3 "Modify descriptor" 2023-09-23 RCSB #